For me the order is as follows:
17-55 f/2.8 – an outstanding general purpous lens.
100mm macro – too sharp for a portrait lens unless it’s a bug, but I have been using this for a lot of other things lately. My latest was my nieces college graduation.
10-22 – Just a fun lens.
70-300 IS – I have been rediscovering this lens. It got put away for a while as the 100-400 took over the long duties, but dang, this lens is every bit as sharp as the 100-400 and the IS is far better.